Roridin J
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| Category | Bioactive by-products |
| Catalog number | BBF-02202 |
| CAS | 74072-83-6 |
| Molecular Weight | 528.59 |
| Molecular Formula | C29H36O9 |
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Description
Roridin J is originally isolated from Myrothecium roridum S-1135 (NRRL 3005) and it has anti-leukemia effect in mice.
Specification
| Synonyms | NSC-319082 |
| IUPAC Name | (12Z,19Z,21Z)-14-hydroxy-5,13,17,26-tetramethylspiro[2,10,16,24,29-pentaoxapentacyclo[23.2.1.115,18.03,8.08,26]nonacosa-4,12,19,21-tetraene-27,2'-oxirane]-11,23-dione |
| Canonical SMILES | CC1C2C=CC=CC(=O)OC3CC4C5(C3(C6(CCC(=CC6O4)C)COC(=O)C=C(C(C(O1)O2)O)C)C)CO5 |
| InChI | InChI=1S/C29H36O9/c1-16-9-10-28-14-33-24(31)12-17(2)25(32)26-35-18(3)19(36-26)7-5-6-8-23(30)38-20-13-22(37-21(28)11-16)29(15-34-29)27(20,28)4/h5-8,11-12,18-22,25-26,32H,9-10,13-15H2,1-4H3/b7-5-,8-6-,17-12- |
| InChI Key | MCGWYAODOJPYQT-VUSCAAFMSA-N |
Properties
| Antibiotic Activity Spectrum | neoplastics (Tumor) |
| Boiling Point | 769.1°C at 760 mmHg |
| Melting Point | 281-285°C |
| Density | 1.33 g/cm3 |
Reference Reading
1. Structure-activity relationships of trichothecenes against COLO201 cells and Cochliobolus miyabeanus: The role of 12-epoxide and macrocyclic moieties
Manami Matsumoto, Mami Nishiyama, Hayato Maeda, Akio Tonouchi, Katsuhiro Konno, Masaru Hashimoto Bioorg Med Chem Lett. 2019 Apr 15;29(8):982-985. doi: 10.1016/j.bmcl.2019.02.015. Epub 2019 Feb 13.
The novel trichothecene 12-deoxytrichodermin (3) was isolated from the fungus Trichoderma sp. 1212-03, and included with other known natural trichothecenes in a structure-activity relationship investigation against a human colon cancer cell line (COLO201) and filamentous fungus Cochliobolus miyabeanus. This revealed that the 12-epoxide functionality is critical for the cytotoxicity of simple trichothecenes trichodermin (4) and deoxynivalenol (2), while not critical for the cytotoxicity of roridin J (6) and epiisororidin E (8). In contrast, 12-epoxide is essential for the antifungal activity.
2. Cytotoxic macrocyclic trichothecenes from the mycelia of Calcarisporium arbuscula Preuss
Neng-Jiang Yu, Shun-Xing Guo, Hai-Yan Lu J Asian Nat Prod Res. 2002 Sep;4(3):179-83. doi: 10.1080/10286020290011387.
A new cytotoxic macrocyclic trichothecene calcarisporin B1 (1), and two known compounds roridin H (2) and roridin J (3) were isolated from the cultured mycelia of Calcarisporium arbuscula Preuss. The structure of 1 was determined to be 8alpha-acetoxy roridin H on the basis of spectral data. The cytotoxic activities of 1-3 were evaluated in vitro.
3. Production and characterization of monoclonal antibodies to the macrocyclic trichothecene roridin A
R Hack, E Märtlbauer, G Terplan Appl Environ Microbiol. 1988 Sep;54(9):2328-30. doi: 10.1128/aem.54.9.2328-2330.1988.
Two murine monoclonal antibodies to the macrocyclic trichothecene roridin A are described. Screening for antibody production was performed on absorbed anti-mouse immunoglobulin serum as double-antibody solid phase, and further characterization was done on affinity-purified anti-mouse IgG serum. The antibodies, designated 5G11 and 4H10, had affinity constants for roridin A of 9.25 X 10(7) and 1.7 X 10(7) liters/mol, respectively. In monoclonal antibody-based direct enzyme immunoassays, these IgG1 antibodies had detection limits for roridin A of 0.4 ng/ml (0.02 ng per assay) and 1.8 ng/ml (0.09 ng per assay), respectively. Both antibodies were most specific for the tested macrocyclic trichothecenes. The relative cross-reactivities of antibody 5G11 with roridin A, roridin J, verrucarin A, satratoxin G, and satratoxin H were 100.0, 43.8, 16.7, 3.7, and 18.9%, respectively; for antibody 4H10 they were 100.0, 6.3, 64.0, 4.4, and 4.9%, respectively.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
